Panthenol

Panthenol Basic information
General Description Uses Mechanism of action Side effects
Product Name:Panthenol
Synonyms:2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-,(+-)-Butanamide;4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-(+-)-butanamid;4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-(+-)-butyramid;4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-(+/-)-butanamid;4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-dl-butyramid;DL-2 4-DIHYDROXY-N-(3-HYDROXYPROPYL)-3 3-DIMETHYLBUTYRAMIDE;DL-N-PANTOYL-E-PROPANOLAMINE;DL-PANTOTHENOL
CAS:16485-10-2
MF:C9H19NO4
MW:205.25
EINECS:240-540-6
Product Categories:Vitamin Ingredients;Pharmaceutical Intermediates;Inhibitors;ZENTINIC
Mol File:16485-10-2.mol
Panthenol Structure
Panthenol Chemical Properties
Melting point 66-69 °C (lit.)
Boiling point 118-120 °C(Press: 0.02 Torr)
alpha 0°(c=5, H2O)
density 1.166±0.06 g/cm3(Predicted)
vapor pressure 0.004Pa at 25℃
storage temp. Inert atmosphere,Room Temperature
solubility Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
pka13.03±0.20(Predicted)
form neat
color White to Off-White
Water Solubility Soluble in water, ethanol, ether, chloroform, and propylene glycol.
Sensitive Hygroscopic
Merck 14,2947
BRN 1724945
InChIKeySNPLKNRPJHDVJA-UHFFFAOYSA-N
LogP-1.02 at 22℃
CAS DataBase Reference16485-10-2(CAS DataBase Reference)
EPA Substance Registry SystemButanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl- (16485-10-2)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-48-41-37/38-20/21/22
Safety Statements 26-37-45-36/37/39-22
WGK Germany 3
RTECS ES4316500
3
TSCA Yes
HS Code 29362400
Toxicitymouse,LD50,intraperitoneal,10100mg/kg (10100mg/kg),Farmaco, Edizione Scientifica. Vol. 14, Pg. 43, 1959.
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Panthenol Usage And Synthesis
General DescriptionPanthenol (also called pantothenol) is the alcohol analog of pantothenic acid (vitamin B5), and is thus a provitamin of B5. In organisms it is quickly oxidized to pantothenic acid. It is a viscous transparent liquid at room temperature. Panthenol is used as a moisturizer and to improve wound healing in pharmaceutical and cosmetic products.
Panthenol is a multi-functional active ingredient that would be useful in most skin care formulations. Its efficacy has been substantiated in numerous peer-reviewed journals. The biologically active form of Panthenol, D-panthenol (EU), is the stable alcohol analogue of vitamin B5, pantothenic acid (EU), and is quickly converted to vitamin B5 (pantothenate) in the body. Pantothenic acid is present in all living cells and acts as an essential nutritional component due to its role in the formation of acetyl-co-enzyme A in the early stages of metabolism. The main role of acetyl-co-enzyme A is to provide activated acetic acid into the citric acid cycle (Krebs Cycle). This produces carbon dioxide, water, and energy. Co-enzyme A also transfers to other molecules such as Nacetyl-glucosamine (EU) and acetylcholine (EU) to help in the production of steroids and the synthesis of fatty acids. Coenzyme A also helps the body detoxify foreign substances.

	Panthenol 

 

UsesPanthenol, the active form of panthenol, is enzymatically cleaved to form pantothenic acid (Vitamin B5), which is an essential component of Coenzyme A that acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium.
Due to its good penetration and high local concentrations, dexpanthanol is used in many topical products, such as ointments and lotions for treatment of dermatological conditions to relieve itching or promote healing. Dermatological effects of the topical use of dexpanthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing. Furthermore, it acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties. The vitamin ingredient Panthenol is valued in skin and hair care applications for its moisturizing properties. It has anti-inflammatory effects and soothes irritated and sensitive skin. For hair care application it is known for its humectant properties and its ability to improve the resistance of hair to mechanical stress.
Mechanism of actionPantothenic acid is a precursor of coenzyme A, which serves as a cofactor for a variety of enzyme-catalyzed reactions involving transfer of acetyl groups. The final step in the synthesis of acetylcholine consists of the choline acetylase transfer of acetyl group from acetylcoenzyme A to choline. Acetylcholine is the neurohumoral transmitter in the parasympathetic system and as such maintains the normal functions of the intestine. Decrease in acetylcholine content would result in decreased peristalsis and in extreme cases adynamic ileus.
Panthenol is well absorbed into the skin and quickly converted into Pantothenic acid by oxidation. Pantothenic acid is distributed into the cells and is converted to Acetyl Coenzyme-A (Acetyl CoA) in the cells of the epidermis. Human being require Vitamin B5 to synthesize Acetyl CoA which is an essential mediator to many biochemical reactions that sustain life (maintenance and repair of all cells) and which breaks down fats, carbohydrates and proteins for carbon dioxide, water, and energy generation. Furthermore, it synthesis fatty acids and sphingolipids, for stratum corneum lipid layers and cell membrane integrity & fluidity.
Side effectsPanthenol is generally well tolerated. In rare cases, skin irritation and contact allergies have been reported. Generally, topical panthenol formulations were well tolerated with minimal risk of skin irritation or sensitization.
Usesvitamin B5 precursor, radioprotectant, antimalarial
UsesDL-Panthenol is used in the topical treatment of skin disorders, such as minor irritations and skin burns. Also used in the strengthening and treatment of hair.
Usespanthenol (pro-vitamin B5) acts as a penetrating moisturizer. Panthenol appears to stimulate cellular proliferation and aid in tissue repair. Studies indicate that when topically applied, panthenol penetrates the skin and gets converted into pantothenic acid, a B complex vitamin. Such action could possibly influence the skin’s natural resources of pantothenic acid. It imparts a nonirritant, non-sensitizing, moisturizing, and conditioning feel and promotes normal keratinization and wound-healing. Panthenol protects the skin against sunburn, provides relief for existing sunburn, and enhances the natural tanning process. Panthenol’s humectant character enables it to hold water in the product or attract water from the environment, resulting in a moisturizing effect. It enhances skin suppleness, and claims are that it also acts as an anti-inflammatory agent. It is considered a non-comedogenic raw material.
General DescriptionPanthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. Panthenol exists in two optically active forms, both of which are used in pharmaceutical preparations. While pantothenic acid is optically active, only the dextrorotatory form is biologically active. Dexpanthenol, the active form of panthenol, is enzymatically cleaved to form pantothenic acid (Vitamin B5), which is an essential component of Coenzyme A that acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium.
Flammability and ExplosibilityNonflammable
Panthenol Preparation Products And Raw materials
Calcium gamma-aminobutyratopantothenate Nickel gamma-aminobutyratopantothenate PANTOTHENYL ETHYL ETHER PANTOTHENIC ACID CALCIUM SALT MONOHYDRATE LABOTEST-BB LT00233110 LABOTEST-BB LT00772206 DL-PANTHENOL ETHYL ETHER,DL-PANTHENOL ETHYL ETHER 99-102% ZINCPANTOTHENATE PANTOTHENYL TRIACETATE, [3H] LABOTEST-BB LT00454545 Panthenol, Racemic PANTHENOL, [1-14C] PANTOTHENIC ACID, SODIUM SALT, D-[1-14C] PANTOTHENIC ACID 2,4-DI-O-BETA-D-GALACTOPYRANOSIDE PANTOTHENIC ACID SODIUM SALT, D-, [2,3-3H] L-Panthenol LABOTEST-BB LT00772200 PANTHENOL, D-(DEXPANTHENOL)(PROVITAMIN B)(REAGENT / STANDARD GRADE)

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